1.

Ortho and para - nitrophenols are more acidic than phenol. Draw the resonance structures of the corresponding phenoide ions.

Answer»

Solution :The RESONANCE structures of o - and p- nitrophenoxide ions and phenoxide ion are SHOWN below :

Due to `-R` EFFECT of the `-NO_(2)` group, o- and p - nitrophenoxide ions are more STABLE than phenodie ion. Also there are additional resonance structures, III and IX, which add to the stability of the phenoxide ion. As a result, o - and p - nitrophenols are more ACIDIC than phenol.


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